There are most likely no direct flights on the Chicago — Tampa route
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A non-stop flight is the most convenient and comfortable way to fly from Chicago to Tampa, despite the fact that sometimes flights with transfers can cost significantly less.
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Answers to questions about the route that travelers are most interested in.
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There are most likely no direct flights on the Chicago — Tampa route
Chicago is served by two main commercial airports with distinct roles. O’Hare International (ORD) functions as a major international and domestic hub, handling a wide mix of full-service carriers and many long-haul flights; it can be perceived as mid-to-upper range on price compared with smaller airports. Located about 17 miles northwest of downtown, O’Hare is reachable by CTA Blue Line trains in roughly 40–50 minutes for a low fare, or by taxi/ride-hail in 30–60 minutes depending on traffic with higher costs. Pros: extensive route options and amenities; cons: busy terminals and occasional delays. Midway (MDW) operates more as a domestic and low-cost carrier focus, typically serving shorter-haul flights and budget-conscious travelers. Midway sits about 10 miles southwest of the Loop and is connected by the CTA Orange Line in about 20–30 minutes for a modest fare, while surface trips by car or ride-hail can take 20–45 minutes. Pros: compact layout and quicker connections for domestic itineraries; cons: fewer international options and less frequent late-night service compared with O’Hare.
Chicago — Tampa
08/16/2026
Departure
Direct flight
AA1101
starting at $312
Chicago — Tampa
08/17/2026
Departure
Direct flight
AA1101
starting at $102
Chicago — Tampa
07/24/2026
Departure
Direct flight
AA2920
starting at $564
Chicago — Tampa
07/19/2026
Departure
Direct flight
WN4710
starting at $434
Chicago — Tampa
07/20/2026
Departure
Direct flight
UA2277
starting at $398
Chicago — Tampa
08/01/2026
Departure
Direct flight
UA1057
starting at $262
Chicago — Tampa
05/03/2027
Departure
Direct flight
UA1393
starting at $245
starting at $102
starting at $434
starting at $140
starting at $91
The route Chicago — Tampa is served by many carriers — 4 in total, including American Airlines, Southwest Airlines, United Airlines, and Frontier Airlines. This gives passengers wide opportunities: from finding the lowest fare (from $91) to selecting flights by schedule or service class. Our service aggregates data from multiple booking systems so you can compare offers in one place. This saves time and money: no need to check dozens of sites — just pick the right option and book online.
The cheapest one-way flight from Chicago to Tampa departs on 08/17/2026, is operated by Frontier Airlines and costs $91
The cheapest roundtrip flight from Chicago to Tampa departs on 08/17/2026, is operated by Allegiant Air and costs $161
Fastest flight from Chicago to Tampa takes 2h 41m
There are direct flights on this route 4 days a week: Su, Mo, Fr, and Sa
The distance between Chicago and Tampa is 1617km (1003 miles). There are 18 direct flights from Chicago to Tampa. The time difference between Chicago and Tampa is 1h. Flights from Chicago begin at 5:55 AM. The latest flight from Chicago departs at 8:52 PM
The cheapest flight ticket from Chicago to Tampa according to data for the last 48 hours costs $91
Often the best time to buy tickets from Chicago to Tampa is 2 months before departure.
Based on statistics over the past years, the lowest prices for flights from Chicago to Tampa can be found flying in these months: July, December, January.
The fastest flights from Chicago to Tampa start from 2 hours 41 minutes in the air.
The following airlines operate direct flights on the route Chicago — Tampa: American Airlines, Southwest Airlines, United Airlines
In different months, ticket prices from Chicago to Tampa vary: minimum — $111 (July 2026), maximum — $198 (January 2027). Typically, the flight costs $164–$380.
Prices on the Chicago — Tampa route are consistently going up. From July 2026 to January 2027, tickets went from $111 to $198 — a 78% increase. This trend is worth considering when planning your trip.
The most significant price increase was from July 2026 to January 2027 — up 78%. The best time to fly is July 2026–December 2026, when the average price is $147. In December 2026–January 2027, tickets cost around $190.
Given the rising prices, it's best not to delay your purchase. Flying in July 2026–December 2026 can save you up to 23% compared to the most expensive months.
Price variation across months on this route is 23%. Your choice of departure month significantly affects the total flight cost.
We couldn't find any special offers for flights from Chicago to Tampa
Tampa International Airport (TPA) is the region’s main gateway and typically functions as a full-service, international hub with a mix of legacy carriers and several low-cost airlines operating scheduled flights. Located about 7 miles (roughly 20–30 minutes by road depending on traffic) west of downtown Tampa, the airport is usually reachable by rideshare or taxi (fares commonly in the mid-$20s to $40s), public buses and an express shuttle service; private car and rental options are also widely available. Travelers can expect a relatively compact, modern terminal layout that can be more comfortable and convenient than cheaper secondary fields, though fares and parking can feel higher than strictly budget airports nearby. For quick access to the city center and a broader choice of carriers, TPA is generally the most practical option.